An internal standard for the quantification of MMAE
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Unlabeled Version(s)
16267Monomethyl Auristatin E
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Monomethyl Auristatin E-d8

Item No. 44386

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-methyl-L-valyl-N-[(1S,2R)-4-[(2S)-2-[(1R,2R)-3-[[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]amino]-1-methoxy-2-methyl-3-oxopropyl]-1-pyrrolidinyl]-2-methoxy-1-[(1S)-1-methylpropyl]-4-oxobutyl]-N-methyl-L-valinamide-2,3,4,4,4,5,5,5-d8
CAS Number
2070009-72-0
Synonyms
  • Brentuximab Vedotin-d8
  • MMAE-d8
Molecular Formula
C39H59D8N5O7
Formula Weight
726.0
Purity
≥99% deuterated forms (d1-d8)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMF: SolubleDMSO: SolubleMethanol: Soluble
SMILES
O[C@@H](C1=CC=CC=C1)[C@@H](C)NC([C@H](C)[C@H]([C@@]2([H])N(CCC2)C(C[C@@H](OC)[C@H]([C@@H](C)CC)N(C)C([C@@](C(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])([2H])NC([C@@H](NC)C(C)C)=O)=O)=O)OC)=O
InChi Code
InChI=1S/C39H67N5O7/c1-13-25(6)34(43(10)39(49)33(24(4)5)42-38(48)32(40-9)23(2)3)30(50-11)22-31(45)44-21-17-20-29(44)36(51-12)26(7)37(47)41-27(8)35(46)28-18-15-14-16-19-28/h14-16,18-19,23-27,29-30,32-36,40,46H,13,17,20-22H2,1-12H3,(H,41,47)(H,42,48)/t25-,26+,27+,29-,30+,32-,33-,34-,35+,36+/m0/s1/i4D3,5D3,24D,33D
InChi Key
DASWEROEPLKSEI-CMHCZSPYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $1,429

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    Product Description

    Monomethyl auristatin E-d8 is intended for use as an internal standard for the quantification of monomethyl auristatin E (MMAE; Item No. 16267) by GC- or LC-MS. MMAE is a derivative of dolastatin 10 and an inhibitor of tubulin polymerization.1 It inhibits the assembly of MAP-rich tubulin and alters the morphology of microtubule ends in cell-free assays when used at concentrations ranging from 1 to 10 µM. MMAE induces cell cycle arrest at the G2/M phase in, and inhibits the proliferation of, MCF-7 cells (IC50s = 0.5 and 0.9 nM, respectively). It is cytotoxic against a panel of nine lymphoma cell lines (IC50s = 0.039-1.35 nM).2 MMAE has been used as the cytotoxic payload component of antibody-drug conjugates (ADCs) with anticancer activity in vitro and in animal models.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Best, R.L., LaPointe, N.E., Azarenko, O., et al. Microtubule and tubulin binding and regulation of microtubule dynamics by the antibody drug conjugate (ADC) payload, monomethyl auristatin E (MMAE): Mechanistic insights into MMAE ADC peripheral neuropathy. Toxicol. Appl. Pharmacol. 421, 115534 (2021).

    2. Francisco, J.A., Cerveny, C.G., Meyer, D.L., et al. cAC10-vcMMAE, an anti-CD30-monomethyl auristatin E conjugate with potent and selective antitumor activity. Blood 102(4), 1458-1465 (2003).